Harry Kane warned Daniel Levy this moment would come as reports emerge the striker has failed to report to Tottenham for pre-season training.
The England international announced ahead of the Euros that he felt he had hit a crossroads in his career and that he is looking to win silverware elsewhere.
Tottenham immediately slapped a £100million-plus price tag on the forward's head in a bid to ward off top targets for Kane's signature, Manchester City.
The tactic appeared to have been working with Man City cooling their interest in Kane and stepping up their pursuit of Aston Villa's Jack Grealish instead.
But Kane has seemingly taken his future into his own hands by reportedly failing to show up to training this Monday in a bit to push from a move.
In Kane's interview with Gary Neville for The Overlap, the forward revealed he wants to speak with Spurs chairman Daniel Levy.
And suggested he'd made up his mind that now is the right time to leave Tottenham.
Asked if his career was at a crossroads, Kane told Neville: "I think so.
"I think it's definitely a conversation to be had with the club. Yeah, like you say, I want to be playing in the biggest games. The biggest moments.
"Like, this season I'm there watching the Champions League watching the English teams in there doing amazing. They are the games that I want to be involved in.
"I want to be in them games. So for sure, it's a moment in my career where I have to kind of reflect and see where I'm at and have a good, honest conversation with the chairman. I hope that we can have that conversation.
"I'm sure that he'll want to set out the plan of where he sees it but ultimately it's going to be down to me and how I feel and what's going to be the best for me and my career this moment in time."